ChemicalBook CAS DataBase List Methyl 4-bromo-2-(trifluoromethyl)benzoate

Methyl 4-bromo-2-(trifluoromethyl)benzoate synthesis

5synthesis methods

Product Name:Methyl 4-bromo-2-(trifluoromethyl)benzoate
CAS Number:957207-58-8
Molecular formula:C9H6BrF3O2
Molecular Weight:283.04

67-56-1

4-Bromo-2-(Trifluoromethyl) Benzoic Acid

320-31-0

957207-58-8

Synthesis of methyl 4-bromo-2-(trifluoromethyl)benzoate (107): 4-bromo-2-(trifluoromethyl)benzoic acid (106; 1.6 g, 5.95 mmol) was dissolved in 20 mL of methanol. 2 mL of thionyl chloride was added slowly. After addition, the reaction mixture was stirred at 60 °C for 12 h and subsequently concentrated. To the residue was added 20 mL of ethyl acetate. The mixture was washed sequentially with saturated aqueous sodium bicarbonate and saturated brine, dried over anhydrous sodium sulfate and concentrated to give 1.6 g methyl 4-bromo-2-(trifluoromethyl)benzoate (107) as a yellow liquid. Yield 85%. LCMS: m/z 282.7 [M + H]+, tR = 1.79 min.

67-56-1 Synthesis

67-56-1
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$9.00/25ml

320-31-0
162 suppliers
$20.00/1g

957207-58-8
67 suppliers
$26.00/1g

Yield:957207-58-8 90%

Reaction Conditions:

with hydrogenchlorideReflux;

Steps:

A.H10

H10) 4-Bromo-2-trifluoromethyl-benzoic acid methyl ester A solution of compound H9 (25.0 g, 94 mmol) in HCl-MeOH (250 mL) was refluxed overnight. TLC showed the starting material was consumed completely. The MeOH was evaporated in vacuo. And the resulting reside was partitioned between saturated NaHCO₃and EtOAc. The organic layer was dried over anhydrous Na₂SO₄and concentrated under vacuum to give product H10 (23.5 g; 90.0%).

References:

US2012/28952,2012,A1 Location in patent:Page/Page column 18-19

14353-88-9 Synthesis